참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 반응물 | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| 반응물 | Methyl 2-bromo-6-methylpyridine-4-carboxylate | HCID 40425123 | — |
| 반응물 | methylphosphonoylmethane | HCID 178503022 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | Methyl 2-(dimethylphosphoryl)-6-methylisonicotinate | HCID 118228912 | — |
반응 단계
Intermediate I-50b was prepared from Intermediate I-50a following a similar procedure as described in WO2009/143389. A solution of methyl 2-bromo-6-methylisonicotinate (I-50a, 690 mg, 3 mmol) in DMF (12 mL) was treated with dimethylphosphine oxide (515 mg, 6.6 mmol), palladium acetate (39 mg, 0.05 mmol), 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (104 mg, 0.18 mmol) and potassium phosphate (700.5 mg, 3.3 mmol). The mixture was purged with nitrogen and subjected to microwave irradiation (20 min, 150° C.). The reaction mixture was concentrated and purified by column chromatography (9:1:0.175N CH2Cl2/MeOH/NH3 in CH2Cl2, 0% to 100%) to afford methyl 2-(dimethylphosphoryl)-6-methylisonicotinate (I-50b) as an off-white solid. 1H NMR (400 MHz, DMSO) ∂ 8.14 (s, 1H), 7.87 (s, 1H), 3.93 (s, 3H), 2.64 (s, 3H), 1.67 (d, J=13.6 Hz, 6H); MS calculated for C10H15NO3P (M+H+) 228.07. found 228.1.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09440957B2 |
|---|
| 출처 데이터셋 | uspto-grants-2016_09 |
|---|
| ORD ID | ord-be88b7127d6943b9941508a46ba445f0 |
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| 출처 메모 | uspto-grants-2016_09 |
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